Jul 8, 2026 · 32 min · 9 segments
In this episode, Conrad and Paul discuss Airbnb CEO Brian Chesky's bold perspective on AI, why traditional chatbots fall short, why Airbnb isn't rushing into AI, and what the future of travel planning…
Paul ManzeyHost
Conrad O'ConnellHost
This Twitter user, ex-user, I should say, excuse me, by the name of Adam Weiss, tagged him and said, hey, this felt very good.

My first thought was this experience felt like the new way of design UX and trial goal.

He tags in Brian Chesky, CEO of Airbnb, and says, I think you should look into this.

And the only thing he hasn't seen yet is voice, which I didn't see a voice component to Odesia either on my side of things.

So Brian's kind of saying Brian, who runs a platform that doesn't use a chat interface for booking, says this is not the right solution.

What do you think? Is Chesky right? Is it going to turn out that Francis is right? Where do you see this transitioning and going as we go along here?

So it is, I think it's, it just, it's, this piqued my interest because when I did go into it, admittedly, I think I've been pretty anti AI being the driver of these challenges.

Now, again, how people travel, what their desires are, what their needs are, I think that's going to make a difference with this.

This is something that I can see people i know using not me personally again this is not that i think i'm still more on the traditional side of things but when we take a look at I think the part I called out right away was anytime you're bringing Brian Chesky into the conversation, you're talking about a person who has access to all of the data in the world.

This Twitter user, ex-user, I should say, excuse me, by the name of Adam Weiss, tagged him and said, hey, this felt very good.

My first thought was this experience felt like the new way of design UX and trial goal.

He tags in Brian Chesky, CEO of Airbnb, and says, I think you should look into this.

And the only thing he hasn't seen yet is voice, which I didn't see a voice component to Odesia either on my side of things.

So Brian's kind of saying Brian, who runs a platform that doesn't use a chat interface for booking, says this is not the right solution.

What do you think? Is Chesky right? Is it going to turn out that Francis is right? Where do you see this transitioning and going as we go along here?

So it is, I think it's, it just, it's, this piqued my interest because when I did go into it, admittedly, I think I've been pretty anti AI being the driver of these challenges.

Now, again, how people travel, what their desires are, what their needs are, I think that's going to make a difference with this.

This is something that I can see people i know using not me personally again this is not that i think i'm still more on the traditional side of things but when we take a look at I think the part I called out right away was anytime you're bringing Brian Chesky into the conversation, you're talking about a person who has access to all of the data in the world.
The rest of this transcript — segmented and speaker-labeled, so you land on the exact moment something was said
Search every transcript — by keyword, by phrase, or by meaning, across every show Radar indexes
Trends — what is surging across podcasts, measured against its own baseline
Alerts — when a name you follow appears in a newly indexed episode
No account is needed to search Radar.